Point Lookout Vacation Rentals

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Point Lookout, MD

Book a vacation rental in Point Lookout that has the highest visitor rating. Here are 6 of the best vacation rentals in Point Lookout.
Amazing water views, fishing, swimming, sunbathing, and relaxing on private dock
10

Excellent

·
House
·
7 br
·
Sleeps 10
·
Kitchen · Air Conditioning · Dishwasher ·
From
$455/night
Check availability
Property
House · 7 Beds · 4 baths
Amenities
Air Conditioning
Dishwasher
Garage Parking
Fitness Center
In Unit Laundry
Waterfront
Wifi
Beach
Other spaces
Kitchen
Price drop
Stunning River Front Home - Private Dock - 90 minutes from Washington DC
10

Excellent

·
House
·
4 br
·
Sleeps 12
·
Kitchen · Wifi · Workspace ·
From
$438/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Wifi
Furnished
Residents Lounge
Dishwasher
Oven
Waterfront
Air Conditioning
In Unit Laundry
Other spaces
Kitchen, Workspace
Lil' Paradise On The Potomac (LPOP) - Waterfront Getaway with Private Pier
10

Excellent

·
House
·
2 br
·
Sleeps 5
·
Fireplace · Balcony · Fitness Center ·
From
$249/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Fireplace
Fitness Center
Furnished
Oven
Dishwasher
Wifi
Waterfront
Beach
Other spaces
Balcony, Workspace, Kitchen
Price drop
Walkable Shops and Dining.. Family size & Dog Friendly
10

Excellent

·
House
·
3 br
·
Sleeps 8
·
Air Conditioning · Furnished · Wifi ·
From
$187/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Air Conditioning
Furnished
Wifi
Dishwasher
Oven
In Unit Laundry
Other spaces
Kitchen
Price drop
Bleu Bayou Cottage - Waterfront Beach-Magnificent Views! Close to DC & Richmond
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Wifi · Kitchen · Beach ·
From
$65/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Wifi
Beach
Residents Lounge
Fitness Center
Oven
Ceiling Fan
Dishwasher
Furnished
Other spaces
Kitchen
Price drop
Beautiful Waterfront Retreat in Cambridge!
10

Excellent

·
House
·
3 br
·
Sleeps 7
·
Outdoor Space · Furnished · Wifi ·
From
$291/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Furnished
Wifi
Air Conditioning
In Unit Laundry
Dishwasher
Swimming Pool
Waterfront
Oven
Other spaces
Kitchen

Budget-Friendly Vacation Rentals in Point Lookout, MD

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Point Lookout starting at $30. Use the price filter at the top of the page to search for more specific prices.
Chesapeake Retreat

No rating

·
House
·
1 br
·
Sleeps 2
·
Deck · Smoking Allowed · Air Conditioning ·
From
$30/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Smoking Allowed
Air Conditioning
Furnished
Other spaces
Deck
45146 Apt #3 Andover Estates Road

No rating

·
Apartment
·
1 br
·
From
$30/night
Min stay: 30 nights
Property
Apartment · 1 Bed · 1 bath
21640 N Essex Dr

No rating

·
Apartment
·
1 br
·
Furnished ·
From
$32/night
Min stay: 30 nights
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
44962 Serenity Farm Ln

No rating

·
Apartment
·
2 br
·
From
$40/night
Min stay: 30 nights
Property
Apartment · 2 Beds · 1 bath
The Haven at Charity House
7.6

Very good

·
Apartment
·
1 br
·
Sleeps 3
·
Furnished · Wifi · On Site Laundry ·
From
$40/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Wifi
On Site Laundry
Air Conditioning
Oven
Smoking Allowed
Residents Lounge
Free Parking
Other spaces
Kitchen
22322 Greenview Pkwy

No rating

·
Apartment
·
1 br
·
Onsite Management · Air Conditioning · On Site Laundry ·
From
$42/night
Min stay: 30 nights
Property
Apartment · 1 Bed · 1 bath
Amenities
Onsite Management
Air Conditioning
On Site Laundry
Storage
Carpet
Other spaces
Deck

Vacation Rentals With A Pool in Point Lookout, MD

Want to relax by the pool? Book one of these Point Lookout vacation rentals with a pool.
Price drop
Oyster Shell cottage - private dock, kayaks, pool, firepit
10

Excellent

·
House
·
4 br
·
Sleeps 6
·
Dishwasher · Furnished · Oven ·
From
$402/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Dishwasher
Furnished
Oven
Air Conditioning
In Unit Laundry
Wifi
Private Pool
Ev Charging
Other spaces
Workspace, Kitchen
Price drop
Waterfront with dock, kayaks, canoe, 4-bedroom, sleeps 10
10

Excellent

·
House
·
4 br
·
Sleeps 10
·
Outdoor Space · Dishwasher · In Unit Laundry ·
From
$455/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Dishwasher
In Unit Laundry
Oven
Wifi
Waterfront
Furnished
Air Conditioning
Swimming Pool
Other spaces
Kitchen
Price drop
Beach & River Retreat. Spectacular house with private sand beach and hot tub!
10

Excellent

·
House
·
6 br
·
Sleeps 16
·
Air Conditioning · Waterfront · Elevator ·
From
$704/night
Check availability
Property
House · 6 Beds · 5 baths
Amenities
Air Conditioning
Waterfront
Elevator
Garage Parking
Beach
In Unit Laundry
Oven
Wifi
Other spaces
Workspace, Balcony, Kitchen

Vacation Rentals With AC and/or Heat in Point Lookout, MD

Whether you need air conditioning or central heating, these vacation rentals are for you.
Southern Maryland Potomac River Woodland Cottage, Polite Pets welcomed
10

Excellent

·
House
·
3 br
·
Sleeps 8
·
Dishwasher · Air Conditioning · Wifi ·
From
$302/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Dishwasher
Air Conditioning
Wifi
Furnished
Hot Tub
In Unit Laundry
Oven
Fireplace
Other spaces
Workspace, Kitchen
Price drop
Quiet Clean Cozy Whole Home Sleeps 8 ~ Walk to Water ~ Fast Wi-fi ~ Hike Nearby!
10

Excellent

·
House
·
3 br
·
Sleeps 8
·
Furnished · Central Heat · Dishwasher ·
From
$154/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Furnished
Central Heat
Dishwasher
Air Conditioning
Wifi
In Unit Laundry
Oven
Walk In Closets
Other spaces
Kitchen
Price drop
Lakefront Maryland Cabin w/ Fire Pit, Grill & Deck
10

Excellent

·
Apartment
·
2 br
·
Sleeps 5
·
Wifi · Ceiling Fan · Oven ·
From
$213/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Wifi
Ceiling Fan
Oven
Furnished
Central Heat
Lake
Fireplace
In Unit Laundry
Other spaces
Kitchen

Family-Friendly Vacation Rentals in Point Lookout, MD

Heading to Point Lookout for your next family vacation? Check out these family-friendly vacation rentals, which have more bedrooms and more space for you and your loved ones. Use the filters at the top of the page to narrow your search and find what you need.
Price drop
Modern Cambridge Cottage: Walk to Town, Waterfront

No rating

·
Apartment
·
Studio
·
Sleeps 2
·
Furnished · Kitchen · Dishwasher ·
From
$110/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Furnished
Dishwasher
Air Conditioning
Oven
Wifi
Fireplace
In Unit Laundry
Other spaces
Kitchen
Historic Marina District-1 BR/1.5 Ba-River View-Ironman Route-AC-Laundry-Walkabl
10

Excellent

·
Apartment
·
1 br
·
Sleeps 4
·
Kitchen · In Unit Laundry · Dishwasher ·
From
$150/night
Check availability
Property
Apartment · 1 Bed · 2 baths
Amenities
In Unit Laundry
Dishwasher
Furnished
Wifi
Ceiling Fan
On Site Laundry
Air Conditioning
Oven
Other spaces
Kitchen, Deck
Price drop
Chic Cottage w/ Private Yard: Steps to Beach!
10

Excellent

·
Apartment
·
1 br
·
Sleeps 4
·
Oven · Workspace · Furnished ·
From
$113/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Oven
Furnished
Wifi
In Unit Laundry
High Ceilings
Ceiling Fan
Air Conditioning
Other spaces
Workspace, Kitchen
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Updated: September 29, 2023